Sleeps in the Nude

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While pajamas or underwear are the most commonly depicted garments worn for sleep, it's also not uncommon to depict a person wearing nothing to bed at all.

Sometimes used to illustrate the setting, such as a depiction of a period before sleepwear became mainstream, or character, as in showing a person prefers not to wear clothes at home at all or has other traits to them that make sleepwear either unnecessary or in some way a hindrance.

Examples:

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Anime & Manga

In Axis Powers Hetalia, an early running gag in the manga was that not only does Italy sleep in the buff, but he also has the occasional tendency to forget to put pants on when he wakes up. Not that he minds, though everyone else does. This gag has been largely abandoned (though Italy's sleeping habits remain the same). The anime edited things so that Italy sleeps in his underwear, which kind of missed the point of the joke, though this tendency of his was still referenced once in the dub.

A lot of characters in Daily Life with Monster Girl do this. Rachnera is the most notable, while Suu reverts to a puddle form and then there's Doppel, Kii & Kino who're always naked.

Johnny Storm sleeps in the nude, he claims due to heightened body temperature thanks to his fire powers. Peter discovers this when his letting Johnny crash at the Baxter Building (currently the home of Parker Industries) and finds Johnny asleep in his bed. And the only thing Johnny has to cover himself is Peter's pillow. Parker is definitely not amused.

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Comic Strips

In this◊Beetle Bailey, we find out that Miss Buxley sleeps in the nude when she's shown lying in her bed naked under the sheets.

In one Big Nate Sunday strip, Nate and Teddy go to school on Pajama Day and see that Mrs. Godfrey is wearing her regular clothes. When they ask her why she isn't wearing her pajamas, she responds that she sleeps naked. The thought horrifies the boys.

Films — Live-Action

In Anger Management, Buddy Rydell sleeps in the nude, then cuddles up to David when they share a bed. Considering Buddy's modus operandi, it was intended to be one more way to crank up the awkwardness for David and make him come to an epiphany.

In The Name of the Wind, Kvothe discovers Fela sleeps in the nude when he calls upon her in her dorm room late one night, only for her to drowsily answer the door with only a Modesty Bedsheet barely covering her. He struggles with the urge to gawk openly.

Safehold: Cayleb prefers to sleep in the nude, which results in an Inconvenient Summons in the first novel when Merlin knocks on his cabin door. This is possibly a reflection of his practical nature and the Charisian climate — later in the series, when he spends a couple novels in the much colder Siddar City, he wears pajamas.

Morgan Grimes sleeps "el buffo." A fact which Chuck forgets to warn Ellie and Awesome about when he briefly stays at their apartment...

In "Chuck Versus the Cat Squad", when the Cat Squad crashes at Chuck's apartment, Carina decides to go to sleep in Morgan's bed while completely naked, causing him to Freak Out! once he wakes up.

Inverted in Euphoria, where protagonist Rue keeps falling asleep in her clothes because she's too high to bother undressing.

Everybody Loves Raymond In "Fighting In-Laws", Warren mentions that he likes to sleep "au natural". Since he's sleeping in Ray and Debra's bed, he tests out their pillow by putting it between his thighs: "This'll be great for my hip." A few scenes later, when Ray can't sleep, he tells Debra:

Ray: You know if you listen real careful, you can hear my pillow screaming.

iCarly: When Freddie gets more freedom after his mother becomes obsessed with caring for Lewbert, one of the things he does is tell the girls he slept with his socks on. Just his socks. Cue their disgusted reactions.

Inspector Morse: In "The Daughters of Cain" the police, trying to find out whether Kay Brooks might have been away from her fiance for part of the night, ask him how she was dressed when she woke him the following morning. He replies that she wasn't, but that's what he'd expect since they don't wear anything in bed.

Mock the Week: The round was Wheel of News and the subject was "Burglary". Andy Parsons contribution was to admit to sleeping nude as a tactic should he be burgled, as it would be more intimidating than confronting the burglar in "Paisley pyjamas."

Tony DiNozzo of NCIS sleeps in the nude, which led to a comedic moment in one episode where Gibbs and Kate rush into his room with guns drawn upon hearing him scream, only to find a naked DiNozzo yelling at an iguana. He only notices his state of undress after Kate gets an eyeful and teasingly winks at him, causing him to cover himself with a chair.

One Tree Hill: "Almost Everything I Wish I'd Said the Last Time I Saw You" shows that Alex sleeps naked, even when she has to share a bed with Josh, with her casually tossing her bra at him. Due to him being gay, he's only mildly annoyed by it.

Mentioned in, of all things, Pee-wee's Playhouse. When Pee-Wee invites all his friends for a sleepover at the Playhouse, Cowboy Curtis (young Laurence Fishburne!) shyly admits to Pee-Wee that he doesn't have any pajamas because "I sleep in the nude." Pee-Wee uses his weekly wish from Jambi the Genie to give Curtis some western-themed jammies just for the occasion.

Stargate Atlantis: In "Duet", a female marine ends up Sharing a Body with McKay's by accident and she takes control of it without his permission several times, with one of things she does is going to sleep in the nude.

Angela of Trials of Mana is strongly hinted to sleep in the nude when you visit the inn. In fact if she's not your main character, it's possible to stumble across her at the inn at Jigrad, where she'll call you a pervert if you disturb her when playing as any of the male characters).

Web Comics

Many of the characters in The Bare Pit do this, which makes since as it's about nudists.

Joked about in one episode of Camp Lazlo, where Edward needed to share a bedroll with one of the other campers. He initially got comfortable in Lazlo's bedroll and thought that he was wearing comfy pajamas. Cue the next shot when he's hugging his knees in a corner like a traumatized child.

Played for laughs in the episode "The Super Speedy Cider Squeezy 6000". Rainbow Dash barges into Fluttershy's bedroom and pulls off her bed-covers, and Fluttershy blushes and covers herself up as though she had been caught sleeping nude — in spite of the fact that as ponies they don't usually wear clothes at all.

In "Uncommon Bond", Starlight wakes up her friend Sunburst in the middle of the night and he quickly covers himself up with blankets and shyly asks Starlight to leave the room for a bit so he can get dressed. This one's somehow funnier in that Sunburst does wear clothes... but his "clothes" are mostly just a single cape and nothing else (though the cape does cover up most of his body).

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Nothing To Sleep With

Gin is forced to sleep in the buff after her luggage with all her clothes is stolen, only for the same thief to drop in at night to talk to her.